Tetrahedron

Total synthesis of acerogenins E, G and K, and centrolobol

T Ogura, T Usuki

Index: Ogura, Tetsuhiro; Usuki, Toyonobu Tetrahedron, 2013 , vol. 69, # 13 p. 2807 - 2815

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Citation Number: 11

Abstract

The first total synthesis of the diarylheptanoid acerogenins E and K, isolated from Acer nikoense MAXIM., is described. Formation of the 13-membered m, m-cyclophane skeleton was successfully achieved on the basis of a domino process involving a Miyaura arylborylation–intramolecular Suzuki reaction. The cyclization precursor was prepared via a Wittig reaction and Claisen–Schmidt condensation, which proceeded in moderate yields. ...